RT Journal Article T1 Red-shifted photoredox generation and trapping of alkyl radicals towards bioorthogonality A1 Montoto Pintos, David A1 Deus Lorenzo, Uxía A1 Tomás Gamasa, María A1 Mascareñas Cid, José Luis A1 Mato Gómez, Mauro AB The photocatalytic generation and trapping of alkyl radicals is a powerful synthetic tool in organic chemistry, but it remains underexplored in biological settings. Here, we present two photoredox systems that leverage green- or red-light irradiation for the activation and subsequent Giese coupling of redox-active alkyl phthalimide esters. Besides utilizing mild low-energy light sources, these reactions operate with biocompatible BnNAH or NADH as electron donor. Notably, they display compatibility with air, water and biologically relevant conditions, including cell-culture media or even cell lysates. This work marks a significant step towards integrating synthetic alkyl-radical chemistry into biological settings. PB Royal Society of Chemistry SN 1477-0520 YR 2025 FD 2025 LK https://hdl.handle.net/10347/43125 UL https://hdl.handle.net/10347/43125 LA eng NO Montoto, D., Deus-Lorenzo, U., Tomás-Gamasa, M., Mascareñas, J. L., Mato, M. (2025). Red-shifted photoredox generation and trapping of alkyl radicals towards bioorthogonality. "Organic & Biomolecular Chemistry" NO Financial support for this work was provided by the Spanish Agencia Estatal de Investigación (AEI) (Ramón y Cajal RYC2023-043998-I and RYC2020-029150-I; Grants PID2022- 137318OB-I00, IHRC22-00009 and ORFEO–CINQA network RED2022-134287-T), the Xunta de Galicia (Grant ED431C 2021/ 25 and Grant ED431G 2023/03: Centro de investigación do Sistema universitario de Galicia accreditation 2023–2027) and the European Union (European Regional Development Fund- ERDF 2014–2020). D.M. thanks CiQUS–USC and Xunta de Galicia for an initiation to research contract. The embedded images in Scheme 1A were created with BioRender.com. We thank Dr Arcadio Guerra for technical assistance and the Mass Spectrometry and Proteomics Unit from the RIADT–USC DS Minerva RD 24 abr 2026